Acrylonitrile → 5-(4-Methoxyphenyl)-6-phenyl-N-{3-[2-cyanoethoxy]propyl}furo[2,3-d]pyrimidine-4-amine

HRID 1926879ノート

反応式

HRID 1926879 の反応式
[C:1](#[N:4])[CH:2]=[CH2:3].CC[O-].[Na+].[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[C:25]3[C:24]([NH:26][CH2:27][CH2:28][CH2:29][OH:30])=[N:23][CH:22]=[N:21][C:20]=3[O:19][C:18]=2[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:13][CH:12]=1>CS(C)=O>[CH3:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[C:25]3[C:24]([NH:26][CH2:27][CH2:28][CH2:29][O:30][CH2:3][CH2:2][C:1]#[N:4])=[N:23][CH:22]=[N:21][C:20]=3[O:19][C:18]=2[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:15][CH:16]=1

参加物

5

反応物 3

HCID 7855AcrylonitrileHCID 2723922Sodium ethoxideHCID 580168233-{[5-(4-Methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}propan-1-ol

生成物 1

HCID 580168795-(4-Methoxyphenyl)-6-phenyl-N-{3-[2-cyanoethoxy]propyl}furo[2,3-d]pyrimidine-4-amine

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
80 °C

実験手順

Add 47 mg (0.89 mmol) acrylonitrile and 57 mg (0.83 mmol) sodium ethylate to 300 mg (0.80 mmol) of the compound from Stage 1. Stir the mixture overnight at 80° C. After cooling, take up the mixture in DMSO and purify directly by RP-HPLC (column: Gromsil 250 mm×30 mm, 10 μm; acetonitrile/water gradient: 0-3 min 5% acetonitrile, 3-50 min 5%→98% acetonitrile, 50-55 min 98% acetonitrile). 160 mg (47% of theor.) of the title compound is obtained as a yellow oil.

後処理

  1. temperatureAfter cooling
  2. custompurify directly by RP-HPLC (column: Gromsil 250 mm×30 mm, 10 μm; acetonitrile/water gradient: 0-3 min 5% acetonitrile, 3-50 min 5%→98% acetonitrile, 50-55 min 98% acetonitrile)

出典と根拠

ORDレコード
ord-8ed139b7c6bc4bf797d30a72ed8a48b3
出典データセット
uspto-grants-2012_05
特許番号
US08183246B2

反応ノート

読み込み中…